Isovaleryl chloride → HCID 89627239, compound

Participants

Reaction Steps

To 1-{4-[5-(2,4,6-trimethyl-benzoyl)-benzo[a]carbazol-11-yl]-phenyl}-ethanone (383 mg, 0.795 mmol) in CH2Cl2 (10 mL) are added isovaleroyl chloride (120 mg, 0.995 mmol) and AlCl3 (350 mg, 2.62 mmol) at 0° C. After stirring for 2 hours, the reaction mixture is poured into ice-water, and the crude product is extracted with CH2Cl2. The organic layer is washed with water and brine, dried over MgSO4. After concentration, the crude product is purified by column chromatography on silica gel eluting with CH2Cl2 to obtain an off-white solid (345 mg; 76%). The structure is confirmed by 1H-NMR spectrum (CDCl3). δ [ppm]: 1.02 (d), 2.22 (s), 2.34 (m), 2.43 (s), 2.78 (s), 2.94 (d), 7.00 (s), 7.14 (d), 7.33 (t), 7.48 (d), 7.64-7.68 (m), 7.98 (d), 8.31 (d), 8.43 (s), 8.67 (s), 9.47 (d).

Provenance & Evidence